Waterboro Homes with Trees/Woods View

Waterboro Homes with Trees/Woods View

Welcome to Waterboro, a hidden gem nestled in the heart of York County, Maine. This charming town is renowned for its picturesque landscapes, serene lakes, and vibrant community spirit. With its rich history and welcoming atmosphere, Waterboro offers a perfect blend of rural tranquility and modern conveniences, making it an ideal place to call home.

One of the most delightful features of Waterboro is its stunning natural surroundings. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature right outside your window. Homes in Waterboro often boast breathtaking views of lush trees and wooded areas, providing a serene backdrop for your daily life. Whether you're sipping your morning coffee on the porch or enjoying an evening stroll through the woods, the beauty of your environment will undoubtedly enhance your living experience.

The town is also home to a variety of recreational opportunities, from hiking and biking trails to fishing and boating on the local lakes. Families will appreciate the excellent schools and community programs, while outdoor enthusiasts will find plenty of activities to keep them engaged year-round.

With its friendly atmosphere, stunning homes with views of trees and woods, and a strong sense of community, Waterboro is more than just a place to live—it's a lifestyle. Discover the charm of Waterboro and explore the possibilities of finding your dream home amidst the natural beauty of Maine. Embrace the tranquility and warmth of this wonderful town, where every day feels like a breath of fresh air.

Newest Waterboro Homes with Trees/Woods View

$159,000

Tbd New Dam Rd, Waterboro

Listing courtesy of Locations Real Estate Group LLC.

$369,000
3 Beds ⋅ 3 Baths
Embrace the potential of this charming and private 3 bedroom, 3 bath house set in Waterboro! Explore nearby attractions like Little Lake Ossipee and local hiking trails, making it a great retreat for nature enthusiasts. Sip coffee on the the front porch or play fetch in the large, sunny front yard. This home features a spacious primary bedroom suite on the first floor allowing first floor living if desired. With a 2-car garage, paved driveway, and full basement, this property is perfect for those looking to invest in a fixer-upper. Unlock the potential of this gem today!

58 Lords Rd, Waterboro

Listing courtesy of On Point Realty.

$399,900
2 Beds ⋅ 1 Baths
Some homes blend into the landscape. This one becomes it. Tucked into the hillside of North Waterboro, this extraordinary earth-sheltered home is one of a kind -- built below grade on the north side, while the south-facing wall drinks in natural light from sunrise to sunset. It's the best of both worlds: the quiet, insulated calm of earth-sheltered living with the warmth and brightness of a sun-drenched home. Inside, an open-concept layout keeps things easy and comfortable year-round. Electric heat keeps it simple, and the Irish-made replica cook stove -- a true conversation piece -- adds warmth, character, and a nod to the kind of self-sufficient living this home was built for. Two bedrooms and a full bath provide the perfect footprint for a minimalist lifestyle, a creative retreat, or a low-overhead home base. The 3.04-acre lot has been thoughtfully improved with custom landscaping, a well-built shed, and a generator hookup -- so you're not just off the beaten path, you're ready for it. And come winter, clearing the roof is a five-minute job with both feet on the ground. No ladder. No risk. Just grab a rake and go. Little Ossipee Lake is minutes away -- with a public boat launch and ice fishing access that makes this a four-season property in every sense. The Waterboro Barrens trails, Lake Arrowhead, and the quiet rhythm of western York County round out a lifestyle that is genuinely hard to replicate at any price. This is not a house for everyone. It's a house for the right person -- and that person is going to love it here. 2 BR | 1 BA | 3.04 Acres | Earth-Sheltered | South-Facing Sun Exposure | Irish-Made Replica Cook Stove | Generator Hookup | Custom Shed | Ice Fishing & Boat Launch Minutes Away | Expansion Potential

10 Sky Ln, Waterboro

Listing courtesy of EXP Realty.

$399,000
3 Beds ⋅ 1 Baths
Freshly updated and move-in ready, this charming home offers the perfect combination of modern updates and peaceful Maine living. Situated on a private wooded lot, this property has undergone numerous additional improvements. Enjoy the refreshed deck overlooking the spacious yard, offering plenty of room to relax, entertain, or simply take in the natural surroundings. Conveniently located just minutes from Little Ossipee Lake, public boat launches, beaches, and year-round outdoor recreation including boating, fishing, swimming, snowmobiling, and hiking. Whether you're searching for a year-round residence, a vacation getaway, or an investment opportunity, this home offers exceptional value with plenty of potential to make it your own.

18 Fir Dr, Waterboro

Listing courtesy of Real Estate 2000 ME/NH.

$550,000
3 Beds ⋅ 2 Baths
Turnkey waterfront home with income potential that has been PRE INSPECTED! Enjoy year-round living in this beautifully maintained, fully furnished lakefront Cape offering three levels of comfortable living space. The upper level features two generously sized bedrooms with large closets and an updated full bathroom. On the main floor, you'll find an applianced kitchen, dining area, and a spacious front-to-back living room highlighted by a cozy fireplace. A separate nook provides the perfect space for games, puzzles, or to relax with a good book. Sliding doors open to a full-width rear deck overlooking the trees and water, creating an ideal setting for relaxing or entertaining. The walkout lower level offers additional living space with a family room/den, built-in bar, utility room, and sliding doors leading outside. From here, follow the path down to the lakefront and fire pit area, where you can enjoy peaceful evenings by the water. Located in the highly desirable Lake Arrowhead Community, residents enjoy access to private beaches, clubhouses, swimming pools, and a variety of community activities. Currently operating as a successful short-term rental, this property presents an excellent opportunity for both personal enjoyment and investment income. Come experience everything lake living has to offer! Showings start at the Open House, Saturday June 27th @ 1:30-3:30

143 Old Portland Rd, Waterboro

Listing courtesy of Treeline to Shoreline Realty.

$499,000
2 Beds ⋅ 1 Baths
Looking for your next getaway or an efficient full-time home? Fully furnished, move-in-ready property built in 2025 that offers flexibility for personal use, seasonal enjoyment, investment potential, or continued short-term rental opportunities. Thoughtfully designed for comfort and efficiency, this two-bedroom home features a functional floor plan that maximizes living space while providing the conveniences today's buyers are looking for. Inside, you'll find two comfortable bedrooms and a spacious full bathroom designed with practicality in mind. Energy-efficient heat pumps help provide year-round comfort, while the modern layout creates an inviting atmosphere for everyday living, weekend getaways, or hosting guests. The home is being offered furnished, allowing buyers the opportunity to move right in and begin enjoying the property immediately. The large full basement provides valuable storage space for seasonal items, outdoor equipment, recreational gear, or household supplies. A generator hookup adds additional preparedness and convenience. Outdoor living is a standout feature of this property. Set on a generously sized lot with a private backyard setting, the property offers multiple spaces designed for relaxation and entertainment, including a hot tub, fire pit, and horseshoe pit. Whether enjoying quiet evenings outdoors or gathering with friends and family, the backyard is ready to accommodate a variety of uses. Outdoor enthusiasts will appreciate the property's direct access to a nearby trail network, providing convenient opportunities for walking, hiking, snowmobiling, ATV riding, and exploring the natural beauty of the area. Located in Waterboro, this property offers convenient access to many of Southern Maine's recreational amenities. Close to Lake Sherburne and nearby Little Ossipee Lake, known for boating, fishing, kayaking, swimming, and other outdoor activities, provides year-round opportunities for recreation. Appointment needed, Private Road.

69 Bernier Ln, Waterboro

Listing courtesy of The Gove Group Real Estate, LLC.

$699,000
3 Beds ⋅ 5 Baths
Welcome to 652 Deering Ridge Road, a unique opportunity offering 3,636± square feet, 3 bedrooms, 2 full baths, and 3 half baths set on 10.95 private acres with views of Mt. Washington--ideal for those seeking space, privacy, and potential for a family compound, The property is accessed through a front electric gate, providing both security and a grand entrance. Inside, the kitchen is designed for functionality and gathering, featuring a gas range, granite countertops, center island, and an eat-in peninsula adjacent to the dining area. The primary bedroom includes a spacious walk-in closet, while the overall layout offers flexibility for a variety of living arrangements. The home also features a 3-car garage and additional finished space in the basement, perfect for a home office, gym, or bonus rooms. An over sized living room above the garage adds more space to the property. A standout feature is the detached barn with in-law potential, already equipped with a full bathroom, furnace, and mini-splits for heating and cooling, making it well-suited for extended family, guests, or additional living space. With nearly 11 acres, generous square footage, multiple structures, and versatile living options, this property offers a rare combination of privacy, functionality, and expansion potential.

652 Deering Ridge Rd, Waterboro

Listing courtesy of Coldwell Banker Realty. 207-282-5988
$460,000
3 Beds ⋅ 2 Baths
Welcome to sunny and welcoming 1368 Sokokis Trail. This home has been loved and maintained by it's current owners who put in new flooring throughout the home. This house is warm and welcoming. It has a big walk-in closet in the large primary bedroom and two other good sized guest bedrooms. Plenty of storage in the basement with an easy entry through the dog house style door. There's plenty of space to entertain inside and out. Relax in the living room or out by the back fire pit. Lookout over the backyard from your kitchen window. Grow veggies in the raised beds. 6 minutes to Hannaford. 6 minutes to dinner at Town Hill Grille in Limerick. 30 minutes to Biddeford.

1368 Sokokis Trl, Waterboro

Listing courtesy of Maine Real Estate Experts.

$299,900
2 Beds ⋅ 1 Baths
Tucked among the trees at the end of a quiet road, 7 Silas Brown Road offers the kind of privacy and peace that's hard to find -- with room to breathe and a setting made for enjoying the outdoors. Inside, you'll find easy single-level living with a warm, welcoming feel. The spacious living room flows into a light-filled dining area and an updated kitchen with generous cabinet space, while a comfortably sized bedroom rounds out the home. Step outside and the property really opens up. A large deck sets the stage for summer cookouts and quiet morning coffee alike, while the detached garage and additional outbuilding give you space for vehicles, storage, or hobbies. The yard is a true highlight -- mature trees, open lawn, and a fire pit area perfect for gathering under the stars. Best of all, you get the seclusion of country living without giving up convenience, with local amenities, lakes, and recreation just a short drive away. Whether you're after a year-round home, a weekend retreat, or an investment opportunity, 7 Silas Brown Road delivers a rare blend of character, function, and true Maine living.

7 Silas Brown Rd, Waterboro

Listing courtesy of Plowman Realty Group.

$399,999
3 Beds ⋅ 2 Baths
Welcome to your own private retreat in the heart of the Lake Arrowhead Community. This oversized Cape sits on a rare double lot, offering space, charm, and a level of privacy that is hard to find. Step outside into a quiet, wildlife filled yard built for relaxing and entertaining, featuring a front deck, back deck, a new gazebo and firepit area, and a new Old Hickory shed for extra storage. Inside, natural light pours through a spacious and versatile floor plan finished with hardwood and tile flooring, maple cabinetry, and granite countertops. First floor laundry adds everyday convenience, while three bedrooms, two full baths, and abundant storage round out this move in ready home. Beyond your own yard, Lake Arrowhead Association living means indoor and outdoor pools, multiple clubhouses with banquet rooms, tennis and basketball courts, fitness facilities, and beach access on Arrowhead Lake. This is not just a home, it is a lifestyle. Schedule your showing today.

50 Northland Rd, Waterboro

Listing courtesy of Keller Williams Realty.

$525,000
3 Beds ⋅ 2 Baths
Lovely lakefront home in one of Southern Maine's most desirable waterfront communities. This updated and well-maintained raised ranch sits above the lake among mature trees, offering beautiful water views and wonderful natural light throughout. An updated kitchen opens to a spacious living and dining area, with sliders leading to a sunny deck perfect for dining, grilling, and enjoying the scenery. The primary bedroom is conveniently located on the main level with a full bath nearby. Lower level includes additional bedrooms, a half bath, laundry, and a den that opens to a private outdoor patio overlooking the lake. Thoughtful, creative landscaping enhances the charm and appeal of this welcoming waterfront property. With a newer septic system, shed, and dock, this home is ready for lakeside living. Don't miss your chance to see 82 Diamond Drive at the Open House on Saturday, June 13th from 11:00-1:00 p.m.

82 Diamond Dr, Waterboro

Listing courtesy of Treeline to Shoreline Realty.

$699,000
2 Beds ⋅ 2 Baths
Welcome to Lake Arrowhead Community. A one of a kind property that sits overlooking the lake. Enjoy the sunrises and sunsets from the dock, sunroom or outside patio area while listening to the Maine loons. Well sought after community offers clubhouse with workout room, pools and tennis courts. A quick weekend drive will have you sitting by the water in no time. This home has 2 full bedrooms, and 2 full baths with the opportunity for another bedroom. Open concept kitchen, dining and living room with views of the water through the tall pines. Bring your boat and tie up to the dock below. For more information regarding the association, go to Lake Arrowhead Community's website.

68 Diamond Dr, Waterboro

Listing courtesy of Portside Real Estate Group.

Start Your Search

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.